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Departures Itineraries
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 26, 2027 → Jan 9, 2028 • San Juan ↔

$1,961 · $140/night · typical price
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Jan 28, 2028 → Feb 4, 2028 • Bridgetown ↔

Great balance
$1,656 · $237/night · typical price
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 30, 2028 → Feb 13, 2028 • San Juan ↔

$1,841 · $132/night · typical price
Princess Cruises

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Aug 15, 2026 → Aug 22, 2026 • Fort Lauderdale ↔

Great balance
$769 · $110/night · typical price · ↓3% below typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

6% below typical
$889 · $127/night · typical price · ↓6% below typical
Carnival Cruise Line

Carnival Venezia • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Oct 18, 2026 → Nov 1, 2026 • Port Canaveral ↔

$1,167 · $83/night · typical price · ↓3% below typical
Princess Cruises

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Jan 24, 2027 → Feb 7, 2027 • San Juan ↔

2% below typical
$1,576 · $113/night · typical price · ↓2% below typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Mar 6, 2027 → Mar 14, 2027 • Miami ↔

Great balance
$658 · $82/night · typical price · ↓2% below typical
Carnival Cruise Line

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Dec 4, 2027 → Dec 11, 2027 • Port Canaveral ↔

Great balance
$557 · $80/night · typical price · ↓2% below typical
Carnival Cruise Line

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Nov 13, 2027 → Nov 21, 2027 • Port Canaveral ↔

Great balance
$956 · $120/night · typical price · ↓2% below typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

$793 · $113/night · typical price · ↓1% below typical
Carnival Cruise Line

Carnival Vista • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Dec 18, 2026 → Dec 26, 2026 • Port Canaveral ↔

Great balance
$927 · $116/night · typical price · ↓2% below typical
Princess Cruises

Regal Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 13, 2028 • Miami ↔

Great balance
$935 · $134/night · typical price · ↓3% below typical
Princess Cruises

Regal Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Basseterre, Saint Kitts & Antigua

Nov 6, 2027 → Nov 20, 2027 • New York → Miami

$1,586 · $113/night · typical price · ↓4% below typical
Silversea Cruises

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$7,100 · $1,014/night · priced high · ↑41% above typical
Princess Cruises

Sun Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Jan 22, 2028 → Jan 29, 2028 • Fort Lauderdale ↔

$877 · $125/night · priced high · ↑23% above typical
Princess Cruises

Sun Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 12, 2028 → Feb 19, 2028 • Fort Lauderdale ↔

Great balance
$897 · $128/night · priced high · ↑22% above typical
Silversea Cruises

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via Key West & Saint Thomas

Dec 29, 2027 → Jan 9, 2028 • Miami ↔

$9,400 · $855/night · priced high · ↑19% above typical
Carnival Cruise Line

Carnival Pride • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Basseterre, Saint Kitts

Nov 1, 2026 → Nov 15, 2026 • Baltimore ↔

$2,587 · $185/night · priced high · ↑19% above typical
Silversea Cruises

Silver Nova • Silversea Cruises

8-night Southern Caribbean Arc via Soufriere, Port Elizabeth, Bequia & Saint George's

Dec 21, 2026 → Dec 29, 2026 • Bridgetown → San Juan

$6,800 · $850/night · priced high · ↑18% above typical